In 2017, Jackson released his debut single, “Step Up”, and a live-in-studio video series, “The Cozy Sessions.” Things heated up in the summer 2018 with a new single every month off of Jackson’s debut, self-titled record. The first single and Jackson’s most successful song to date, “Can’t Fake It,” makes a bold statement for the full record, while "Coeur d'Alene" speaks to the small resort town in Idaho that shaped the man he is today.
Christmas 2018 brought two new "cozy" tracks, an original Christmas song and an electric cover of Donny Hathaway's "This Christmas." Jackson spent the first half of 2019 crafting two singles with new collaborator and longtime friend, Jess Grommet. "Better Man" and "Ruin A Name" are the summer singles that will keep you dancing throughout your day.